Hydrochloric Acid → HCID 14882845, compound

HRID 359091Notes

Reaction equation

[C:1]([N:4]([CH2:12][CH2:13][CH2:14][O:15][C:16]1[CH:25]=[CH:24][C:19]([C:20]([O:22]C)=[O:21])=[CH:18][CH:17]=1)[C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[OH-].[Na+].Cl>CO>[C:1]([N:4]([CH2:12][CH2:13][CH2:14][O:15][C:16]1[CH:17]=[CH:18][C:19]([C:20]([OH:22])=[O:21])=[CH:24][CH:25]=1)[C:5]1[CH:6]=[CH:7][C:8]([Cl:11])=[CH:9][CH:10]=1)(=[O:3])[CH3:2]

Participants

Conditions

Temperature: 60 °C

Procedure

Methyl 4-[3-[N-acetyl-N-(4-chlorophenyl)amino]propoxy]benzoate (1.20 g) was dissolved in methanol (20 ml), and 1N aqueous sodium hydroxide solution (4.99 ml) was added thereto, the mixture was heated with stirring at 60° C. for 27 hours. The reaction mixture was cooled, and the mixture was adjusted to pH 4-5 by adding conc. hydrochloric acid. The mixture was concentrated under reduced pressure and thereto was added water. The precipitate was collected by filtration, and washed with water to give the desired product (1.09 g). mp. 169°-171° C.

Workup

temperaturethe mixture was heated
temperatureThe reaction mixture was cooled
concentrationThe mixture was concentrated under reduced pressure
additionwas added water
filtrationThe precipitate was collected by filtration
washwashed with water

Sources & evidence

ORD record: ord-0da072bbca414f49b84b36f3f02dfad6
Source dataset: uspto-grants-1991_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04999378

Reaction notes

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